Firecrawl · San Francisco, CA

Deputy Chief of Staff at Firecrawl — San Francisco, CA

Full-timeSan Francisco, CA$150,000–$185,000/yearPosted 2026-07-13Apply on Ashby

Full job description

# Deputy Chief of Staff

You'll be the person who makes sure everything runs, and increasingly, the person others go to when they need something to happen. Firecrawl's People & Operations function covers a lot: recruiting, HR, onboarding, events, exec support, vendor and financial operations, and the systems that hold it all together. Right now one person owns all of it. You'll come in as that person's right hand, take real ownership of whole pieces, and grow into someone who can stand in on almost anything. This role rewards judgment, follow-through, and the kind of person who sees what needs doing and does it before being asked. You'll report to our Chief of Staff and operate with high autonomy from the start.

Salary Range: $150,000–$185,000/year

Job Type: Full-Time

Experience: 4+ years in operations, chief-of-staff, or a high-ownership generalist role, ideally at a startup

# About Firecrawl

# What You'll Do

  • Own whole pieces of People & Operations end to end: recruiting coordination, onboarding, HR operations, events, vendor and expense management
  • Be the trusted second who can step in on almost anything when it needs to happen
  • Build and run the systems that keep a fast-growing team organized, and improve them as you go
  • Support the executive team: prep, coordination, follow-through, and quietly making sure nothing falls through the cracks
  • Take ambiguous, unowned problems and just handle them, no spec required
  • Grow into more scope over time as you earn trust

# What We're Looking For

  • You're a high-ownership generalist who's run operations or been the "person who makes things happen" at a company that was growing fast
  • You have exceptional judgment and follow-through, when you say something's handled, it's handled
  • You're comfortable with ambiguity and wide scope, and you'd rather own a problem than wait for direction
  • You're organized enough to hold a hundred threads and calm enough that no one can tell
  • You're discreet and trustworthy, you'll be close to sensitive people, comp, and company matters
  • You move fast and close the loop - you'd rather ship, adjust, and iterate than wait for perfect

# What We're NOT Looking For

  • Someone who needs a clearly defined lane and a full spec before they can act
  • A pure coordinator who executes tasks but won't own outcomes
  • Someone who wants a predictable, narrow role, this job is the opposite

# A Note On Pace

# Benefits & Perks

## Available to all employees

  • Salary that makes sense — $150,000–$185,000/year, based on impact, not tenure
  • Own a piece — Gain competitive equity in what you're helping build
  • Generous PTO — 15 days mandatory, anything after 24 days, just ask (holidays excluded); take the time you need to recharge
  • Parental leave — 12 weeks fully paid, for all parents
  • Wellness stipend — $100/month for the gym, therapy, massages, or whatever keeps you human
  • Learning & Development — Expense up to $1,000/year toward anything that helps you grow professionally
  • Team offsites — A change of scenery, minus the trust falls
  • Sabbatical — 3 paid months off after 4 years, do something fun and new
  • Full coverage, no red tape — Medical, dental, and vision (100% for employees, 50% for spouse/kids) — no weird loopholes, just care that works
  • Life & Disability insurance — Employer-paid short-term disability, long-term disability, and life insurance — coverage for life's curveballs
  • Supplemental options — Optional accident, critical illness, hospital indemnity, and voluntary life insurance for extra peace of mind
  • Doctegrity telehealth — Talk to a doctor from your couch
  • 401(k) plan — Retirement might be a ways off, but future-you will thank you
  • Pre-tax benefits — Access to FSAs and commuter benefits (US-only) to help your wallet out a bit
  • Pet insurance — Because fur babies are family too

## Available to SF-based employees

  • SF HQ perks — Snacks, drinks, team lunches, intense ping pong, and peak startup energy
  • E-Bike transportation — A loaner electric bike to get you around the city, on us

# Interview Process

Application Review — Send us your work and a quick note on why this excites you. Tell us about something you owned end to end and how you made it run. We care about what you've done, not where you went to school.

Working Session (~45 min) — We'll walk through a real operational scenario from our world, how you'd untangle it, prioritize, and drive it to done. We care how you think and how you own it.

Paid Work Trial (1-2 weeks) — Take on a real, scoped piece of operational work with the team, paid at a contractor rate. It's the truest signal for both sides: you see what the role actually feels like, and we see how you operate. We'll flex around your current commitments.

If you want to be the person a fast-moving company can't run without, and grow into everything that comes with that, you should join us.

👉 Apply now.

Required skills

  • large language model
  • golang
  • next.js
  • github
  • artificial intelligence